Day: September 29, 2021

Related Products of 16234-14-3, Adding some certain compound to certain chemical reactions, such as: 16234-14-3, name is 2,4-Dichlorothieno[3,2-d]pyrimidine,molecular formula is C6H2Cl2N2S, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 16234-14-3.

To a solution of 2,4-dichloro-thieno[3,2-d]pyrimidine 1 (300 mg, 1.46 mmol) in EtOAc, DIPEA (0.52 mL, 2.92 mmol) was added, followed by 10 % Pd/C (300 mg) and the suspension shaken in a Parr hydrogenator at 45 psi of H2 pressure for 5 h. The reaction mixture was filtered over celite, the filtrate evaporated and the crude material loaded onto silica. The crude reaction mixture was purified using column chromatography eluting with 9:1 hexanes/EtOAc to obtain 5 as an off-white solid (200 mg, 1.17 mmol, 80 %). Rf 0.1 in 9:1 hexanes/EtOAc. Mp 166.3-169.6 C. 1H NMR (400 MHz, CDCl3): delta 7.47 (d, 1H, J=5.5Hz), 8.00 (d, 1H, J=5.0Hz), 9.11 (s, 1H). 13C NMR (100 MHz, CDCl3): delta 123.8, 129.8, 139.1, 153.6, 157.5, 163.1. FAB-MS m/z for C6H3ClN2S calculated [M+H]+ 170.9778, found 170.9784 (35Cl), 170.9766 (37Cl).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 16234-14-3, 2,4-Dichlorothieno[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Temburnikar, Kartik W.; Zimmermann, Sarah C.; Kim, Nathaniel T.; Ross, Christina R.; Gelbmann, Christopher; Salomon, Christine E.; Wilson, Gerald M.; Balzarini, Jan; Seley-Radtke, Katherine L.; Bioorganic and Medicinal Chemistry; vol. 22; 7; (2014); p. 2113 – 2122;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1193-21-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1193-21-1, name is 4,6-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

(c) 4,6-Diiodo-pyrimidine. A mixture of 4,6-dichloro-pyrimidine (1.0 g, 6.70 mmol, Aldrich), NaI (1.36 g, 9.00 mmol) and hydriodic acid (20 mL, 151.4 mmol) was heated at 40 C. with stirring for 1 h. The reaction mixture was stirred at room temperature for 20 h and basified with 10 N NaOH to pH 10. The resulting precipitate was filtered, washed with water, and dried in vacuo to give the title compound as a light-yellow solid. MS (ESI, pos. ion.) m/z: 332 (M+1).

According to the analysis of related databases, 1193-21-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Balan, Chenera; Chen, Ning; Doherty, Elizabeth M.; Gore, Vijay Keshav; Norman, Mark H.; Wang, Hui-Ling; US2005/182067; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4316-93-2 , The common heterocyclic compound, 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Iron powder (12.5 g, 112 mmol) was added to a suspension of 4,6-dichloro-5-nitropyrimidine a (7.0 g, 36.1 mmol) in acetic acid (70 mL). The mixture was stirred at 4O0C for 45min. The mixture was poured onto ice and neutralized by addition of solid sodium bicarbonate. The aqueous phase was extracted with EtOAc (3×200 mL). The combined organic phases were dried with MgSO4, filtered and concentrated to afford a pale yellow solid. Recrystallization in hot ethyl acetate afforded 3.6 g (61%) of compound b as off-white needles. MS: m/z = 165 (M+H).

The synthetic route of 4316-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; WO2007/106192; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 38275-55-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 38275-55-7, name is 5-Fluoropyrimidine-2-carbonitrile, molecular formula is C5H2FN3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Method 5; l-(5-Fluoropyrimidin-2-yl)ethanone; A round-bottom-flask containing 5-fluoropyrimidine-2-carbonitrile (Method 6, 1.50 g,12.19 mmol) was charged with anhydrous THF (30 ml) under N2. The solution was cooled to 0 0C, and a solution of MeMgBr (4.90 ml of a 3.0 M solution in ether, 14.62 mmol) was added dropwise. After 2 hours at 0 0C, the reaction mixture was quenched with ice water and extracted with EtOAc. The organic extract was washed with brine, dried over Na2SO4, and evaporated to dryness to give the title compound as an oil (0.778 g, yield 46%). GC-MS, 140 (M); 1HNMR (CDCl3) delta 8.65 (s, 2H), 2.65 (s, 2H).

According to the analysis of related databases, 38275-55-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/49041; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 6297-80-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 6297-80-9 as follows.

General procedure: #10;4,6-dichloropyrimidin-2(1H)-one (0.24 mmol) and the amine (0.24 mmol) was dissolved in NMP (1 ml) in a microwave vial. The vial was capped and heated at 120 °C for 15 min in a single node microwave reactor. Morpholine (7.5 mmol) was added and the mixture was heated at 120 °C for 30 min. The reaction mixture was worked up with DCM (3 ml) and brine (1 ml) and filtered through a phase separator. The compound was purified with HPLC using FractionLynx I instrument, Mobilphase: gradient 5-95percent ACN in 0.1 M HCO2H, pH3, Column: Sunfire Prep C18 5m OBD 19*150 mm to give the product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6297-80-9, its application will become more common.

Reference:
Article; Giordanetto, Fabrizio; Wallberg, Andreas; Ghosal, Saswati; Iliefski, Tommy; Cassel, Johan; Yuan, Zhong-Qing; Von Wachenfeldt, Henrik; Andersen, Soren M.; Inghardt, Tord; Tunek, Anders; Nylander, Sven; Bioorganic and medicinal chemistry letters; vol. 22; 21; (2012); p. 6671 – 6676,6;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 7752-82-1 ,Some common heterocyclic compound, 7752-82-1, molecular formula is C4H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Dissolving 5.5 g (32 mmol) of 2-amino-5-bromopyridine, 4.3 g (32 mmol) of phenylboronic acid and 0.80 g of tetrakis (triphenylphosphine) palladium into 100 milliliter of 1,2-dimethoxyethane, adding 50 milliliter of 2.0M sodium carbonate aqueous solution, the resultant suspension was refluxed under heating for 8 hours. After completion of the reaction and after filtration of the solution, washing the organic layer with water, dried it with the use of sodium sulfate. Removing the solvent by distillation, 6.2 g of crude 5-phenyl-2-amino-pyridine was obtained.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 7752-82-1, 5-Bromopyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1582516; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 54-20-6 ,Some common heterocyclic compound, 54-20-6, molecular formula is C5H3F3N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a jacket reactor (500 mL) is added 5-trifluoromethyluracil (5-TFU, 40 g, ~ 70 % assay, ~ 0.16 mol, 1 .0 eq.), H3PO4 (2.4 g; 0.02 mol, 0.13 eq.) and POCI3 (128 g; 0.83 mol, 5.2 eq.) (a white suspension is formed). DIPEA (35 g, 0.27 mol, 1 .69 eq.) is added to the suspension dropwise in about 10 min and then the reaction mixture is heated to 1 10-120 C (clear solution). The reaction is monitored with HPLC until ratio 5-TFU:5-TFP < 5:95 (reaction normally finished in 7-8 h; if reaction is not complete, additional POCI3 (5 g, 0.032 mol, 0.2 eq) and DIPEA (1 .3 g, 0.01 mol, 0.06 eq) are charged and stirred for another 1 -2 h). The reaction is then cooled to rt and n-butyl acetate (80 mL) is added to the reaction mixture. About 60 mL of distillate (POCI3 and some n-butyl acetate) is collected at 63-65 C/450-500 mbar. The resulting dark solution is slowly added to a mixture of cone. HCI (165 g, 27 weight %, 1 .23 mol, 7.7 eq.) and methyl tertiary butyl ether (MTBE, 120 mL) while the temperature is maintained below 20 C. The organic phase is separated and the aqueous phase is extracted with MTBE (2 x 120 mL). The organic phase is gathered, washed with water until the pH value reaches ca. 5-6. MTBE is removed under reduced pressure (~ 42 C/200 mbar), the final product is purified through distillation (87-89 C/55 mbar) to afford 5-TFP as colorless oil (25.3 g, yield 72.9 %; purity 98 %). 2,4-dichloro-5-trifluoromethylpyrimidine (5-TFP) Colorless to light yellow oil 1H NMR (CD3COCD3): delta 8.8 (s, 1 H), 19F NMR (CD3COCD3): delta -63.7 ESI MS (m/z) 216 [M-1 ]" These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54-20-6, its application will become more common. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM INTERNATIONAL TRADING (SHANGHAI) CO., LTD.; LIU, Li; AKALAY, Deniz; DONG, Weitong; FENG, Jianqing; HEMP, Christian Wolfgang; LU, Jun; XIE, Le; YANG, Jinsong; WO2014/76085; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 591-55-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 591-55-9 as follows.

A mixture of tert-butyl 2-(tert-butyldimethylsilyloxy)-3-(3-(7- chloro-3-isopropyl- pyrazolo[l,5-a]pyrimidin-5-yl)-5-methoxyphenoxy)-propyl(methyl)- carbamate (600 mg, 0.97 mmol); pyrimidin-5-amine (139 mg, 1.46 mmol); Pd2(dba)3 (136 mg, 0.194 mmol); BINAP (121 mg, 0.19 mmol) and NaOt-Bu (286 mg, 2.31 mmol) in 15 mL of dioxane was heated at 100 C under N2 for 14h. After cooling down to room temperature, water (30 mL) was added and the mixture was extracted with EtOAc (30 mL X 3). The organic phase was concentrated and the residue was purified by preparative TLC on silica gel developed with DCM/MeOH = 20: 1 to afford 2-(tert-butyldimethylsilyloxy)-3-(3-(l- isopropyl-4-(pyrimidin-5-ylamino)- lH- pyrazolo[3,4-b]pyridin-6-yl)-5- methoxyphenoxy)propyl (methyl)carbamate (190 mg, 29 % yield) as a pale yellow solid. ESI-LCMS (m/z): 678.3 [M+l]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,591-55-9, its application will become more common.

Reference:
Patent; EPIZYME, INC.; CHESWORTH, Richard; MORADEI, Oscar, Miguel; SHAPIRO, Gideon; DUNCAN, Kenneth, W.; MITCHELL, Lorna, Helen; JIN, Lei; BABINE, Robert, E.; (200 pag.)WO2016/44650; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 24415-66-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 24415-66-5 as follows.

The preparation method of the compound e31 comprises the steps of: taking about 1 mmol of 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine and about 3 mmol.6-chloro-1H-indole was added to a 10 mL microwave reaction tube,Further, 2 mL of hexafluoroisopropanol solvent and about 0.1 mmol of bistrifluoromethanesulfonimide catalyst were added, sealed and heated to 100 C with stirring and reacted for about 6 h.Then, the reaction system was monitored by TLC, and after the reaction system was cooled to room temperature, it was separated and purified by column chromatography to obtain pure compound e31.The compound e31 is a yellow solid with a yield of 76%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,24415-66-5, its application will become more common.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Zheng Yichao; Yuan Shuo; Shen Dandan; (27 pag.)CN109020976; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C5H2ClF3N2

Example 44k (300 mg, 0.8 mmol), 2-Chloro-5-(trifluoromethyl)pyrimidine (199 mg, 1.09 mmol) and N,N-diisopropylethylamine (287 mul, 1.67 mmol) are dissolved in 4 ml of anhydrous DMSO and heated in a microwave reactor during 30 minutes at 150C. The crude is partitioned between EtOAc and water, the organic layer is dried over anhydrous Na2S04 then concentrated under reduced pressure to obtain 360 mg of the title product. HPLC-MS (Method 10): Rt = 3. MS (ES+): m/z = 505 [M+H]+ . The enantiomers are obtained by HPLC using a chiral stationary phase. Method for separation: HPLC apparatus type: Waters 600 Pump; column: Daicel Chiralpack AD-H, 5.0 muiotaeta, 250 mm x 20 mm; method: eluent hexane/ IPA 70:30; flow rate: 15 mL/min, Temperature: 25 C; UV Detection: 254 nm Example of separation by chiral HPLC: Submitted to separation: 665 mg of Example 1 prepared as described above; Obtained: 157 mg of enantiomer 1 (Exp. 2) and 40 mg of enantiomer 2 (Exp. 3).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOENKE, Christoph; GIOVANNINI, Riccardo; LESSEL, Uta; ROSENBROCK, Holger; SCHMID, Bernhard; WO2015/55698; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia